Crossdressers Stories

12,121 results
Orientation
Length
Source
Infinite Scroll

Trouble with the T-Girl at School

by SugarandSalt on Sep 25, 2017
Transsexuals & Crossdressers

I know it's been centuries since my last story. As always, I hope you enjoy reading as much as I enjoyed writing this story. * Colton's eyes fluttered open. He couldn't see anything through the sudden darkness he encountered. A heavy, soft weight against his face, he began to squirm. His shock waning, he started to remember what had happened. Or rather...

Island for Dickgirls: Health Class

by YKN4949 on Sep 19, 2017
Transsexuals & Crossdressers

Author's Note: This story is one in a series of inter-related stories regarding women with penises. The stories will be related but will not be true sequels. That means you can read one "Island for Dickgirls" story and never read another, read them in any order, or (hopefully) read them all. To aid readers, I will include the same "introduction" section in e...

Blackmailed by a Bitch

by HarlanPilate on Sep 25, 2017
Transsexuals & Crossdressers

'I got it,' Laura said, running into the kitchen. 'I got the job!' That's great,' Dave said. He hugged his fiancée, full of joy at the news. Laura had been desperate to find a new job. Anything to get away from the place where she worked under her nightmare boss, Gloria. 'When do you start?' Laura's smile disappeared. 'As soon as I get my reference.' 'Fro...

A Clockwork Green Ch. 07

by AwkwardMD on Sep 16, 2017
Transsexuals & Crossdressers

I sip at the coffee in hand. Mondays are usually slow, and today is no different, but the boredom feels worse. More oppressive somehow. Before me on the table sit our outstanding invoices and bills. The pile seems interminable. We're losing money somewhere. I sift through the pile of papers and pick one up to look at the final balance, but the numbers refus...

Modified Ch. 06: Final

by KegRoller on Sep 12, 2017
Transsexuals & Crossdressers

Thanks again for all of your feedback and encouragement. I hope you enjoy this final chapter. Keg ***** My eyes gradually get used to the dim light as I sit in the stuffy closet and wait. I can hear the beat of the music through the walls and the occasional burst of laughter. I wonder if they are talking about me. About what a slut I am. If they only knew...

Been Caught Cheating

by rebeldoll on Sep 11, 2017
Transsexuals & Crossdressers

My story begins about a year ago. I had just moved in with my girl friend and we were completely in love. I was 22 and she was 23. Her name is Angela. She is 5'7'', 120 pounds, hour glass figure, C size breast, ghetto booty, light skin, long dark hair and green eyes that pierce your soul. She is and angel. I had moved out of my parents to live with her. We h...

New Years in New York

by SissyAndi on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story contain explicit descriptions of consensual sexual activity and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexuality, cross-dressing and other fetishes and perversions. This story is pure fiction and fantasy. I encourage everyone to practice s...

From Darker Places than I Want to Feel Ch. 06

by Dreamweaver594 on May 21, 2019
Transgender & Crossdressers

Just a quick note to encourage you to give me some feedback after you've read this chapter. Feedback is the lifeblood of a writer and it only takes a minute to respond. I first posted this story on Literotica in 2013. As always, characters in this account involved in sexual activity are above the age of eighteen and those of you under the age of consent ar...

Let the Spirit Lead Ch. 01

by purplepantiesgirl on Jun 10, 2019
Transgender & Crossdressers

Andrew had sunk somewhere below rock bottom he felt. Life had become miserable. Nothing in his existence was going well. Keeping with the adage of Americans hitting the open road in times of tumult, he followed suit and packed some of the belongings he still owned. During his recent divorce, he'd acquiesced and signed over much of his net worth to his now fo...

A Day at the Fetish Flea

by Tinababy on Jun 11, 2019
Transgender & Crossdressers

I first met Jack at the bar. It was a little uncomfortable for me talking to people there, because not only was it was a drag bar, I was drinking alone and I dreading that I might run into someone who might recognize me. I had been to the Fetish Flea that afternoon, gawking at the outlandish gear. Many booths lined the hall, and hundreds of freaky people st...